Oxidation of sp3 CH bonds in N-alkylhydrazides: Access to 2, 5-disubstituted 1, 3, 4-oxadiazole derivatives. Issue 50 (14th December 2016)

• Record Type: Journal Article
• Authors: Zhang, Liang; Zhao, Xiaolong; Jing, Xiaobi; Zhang, Xuewen; Lü, Shiwei; Luo, Liangliang; Jia, Xiaodong
• Is Part Of: Tetrahedron letters. Volume 57:Issue 50(2016)
• Page Start: 5669
• Page End: 5672
• Publication Date: 2016-12-14
• Subjects: CH oxidation -- N-Alkylhydrazides -- 1, 3, 4-Oxadiazoles -- Cross-dehydrogenative coupling -- N-Acylhydrazone; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2016.11.018
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: The oxidation of sp 3 CH bonds in N- alkylhydrazides was achieved. A series of functionalized 1, 3, 4-oxadiazoles were formed in good yields. The mechanistic study shows that the N- acylhydrazones are a key intermediate. Abstract: The oxidation of sp 3 CH bonds in N- alkylhydrazides was achieved en route to the efficient synthesis of a broad series of 1, 3, 4-oxadiazoles. Mechanistic studies have revealed that N- acylhydrazone is a key intermediate in this catalytic transformation.